Iridoid glycosides from Gardeniae Fructus for treatment of ankle sprain

被引：76

作者：

Chen, Quan Cheng ^{[1
,2
]}

Zhang, Wei Yun ^{[1
]}

Youn, UiJoung ^{[1
]}

Kim, HongJin ^{[1
]}

Lee, IkSoo ^{[1
]}

Jung, Hyun-Ju ^{[3
]}

Na, MinKyun ^{[4
]}

Min, Byung-Sun ^{[5
]}

Bae, KiHwan ^{[1
]}

机构：

[1] Chungnam Natl Univ, Coll Pharm, Taejon 305764, South Korea

[2] Xiamen Univ, Inst Biomed Res, Xiamen 361005, Peoples R China

[3] Wonkwang Univ, Dept Oriental Pharm, Jeonbuk 570749, South Korea

[4] Yeungnam Univ, Coll Pharm, Kyongsan 712749, South Korea

[5] Catholic Univ Daegu, Coll Pharm, Gyeongbuk 712702, South Korea

来源：

PHYTOCHEMISTRY | 2009年 / 70卷 / 06期

关键词：

Gardenia jasminoides; Rubiaceae; Gardeniae Fructus; Ankle sprain treatment; Iridoid glycosides; Genipin; 1-O-beta-D-isomaltoside; Genipin 1,10-di-O-beta-D-glucopyranoside; SOFT-TISSUE INJURIES; CONSTITUENTS; GENIPOSIDE; GENIPIN; MODEL; PAIN;

D O I：

10.1016/j.phytochem.2009.03.008

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The iridoid glycosides, genipin 1-O-beta-D-isomaltoside (1) and genipin 1,10-di-O-beta-D-glucopyranoside (2), together with six known iridoid glycosides, genipin 1-O-beta-D-gentiobioside (3), geniposide (4), scandoside methyl ester (5), deacetylasperulosidic acid methyl ester (6), 6-O-methyldeacetylasperulosidic acid methyl ester (7), and gardenoside (8) were isolated from an EtOH extract of Gardeniae Fructus. The structures and relative stereochemistries of the metabolites were elucidated on the basis of 1D- and 2D-NMR spectroscopic techniques, high-resolution mass spectrometry, and chemical evidence. Geniposide (4), one of the main compounds of Gardeniae Fructus, was tested for treatment of ankle sprain using an ankle sprain model in rats. From the second to fifth day, the geniposide (4) (100 mg/ml) treated group exhibited significant differences (p < 0.01) with similar to 21-34% reduction in swelling ratio compared with those of the vehicle treated control group. This indicated the potential effect of geniposide (4) for the treatment of disorders such as ankle sprain. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：779 / 784

页数：6

共 31 条

[1] Anti-inflammatory treatment of muscular injuries in sport - An update of recent studies [J].

Almekinders, LC .

SPORTS MEDICINE, 1999, 28 (06) :383-388

[2] RESIDUAL DISABILITY FOLLOWING ACUTE ANKLE SPRAINS [J].

BOSIEN, WR ;

STAPLES, OS ;

RUSSELL, SW .

JOURNAL OF BONE AND JOINT SURGERY-AMERICAN VOLUME, 1955, 37 (06) :1237-1243

[3] Pharmacological treatment of soft-tissue injuries [J].

Buckwalter, JA .

JOURNAL OF BONE AND JOINT SURGERY-AMERICAN VOLUME, 1995, 77A (12) :1902-1914

[4] C-13 AND H-1-NMR SPECTROSCOPY AS A TOOL IN THE CONFIGURATIONAL ANALYSIS OF IRIDOID GLUCOSIDES [J].

DAMTOFT, S ;

JENSEN, SR ;

NIELSEN, BJ .

PHYTOCHEMISTRY, 1981, 20 (12) :2717-2732

[5] Iridoid molluscicidal compounds from Apodytes dimidiata [J].

Drewes, SE ;

Kayonga, L ;

Clark, TE ;

Brackenbury, TD ;

Appleton, CC .

JOURNAL OF NATURAL PRODUCTS, 1996, 59 (12) :1169-1170

[6] A cyclooxygenase-2 inhibitor impairs ligament healing in the rat [J].

Elder, CL ;

Dahners, LE ;

Weinhold, PS .

AMERICAN JOURNAL OF SPORTS MEDICINE, 2001, 29 (06) :801-805

[7]

ENDO T, 1973, CHEM PHARM BULL, V21, P2684

[8] Isolation and structure elucidation of iridoide and coumarin derivatives from Xeromphis nilotica (Rubiaceae) [J].

Farid, HAR ;

Kunert, O ;

Haslinger, E ;

Seger, C .

MONATSHEFTE FUR CHEMIE, 2002, 133 (11) :1453-1458

[9]

GUO JX, 1997, FRUCTUS GARDENIAE, V1, P66

[10]

GUO JX, 1997, FLOS CARTHAMI, V1, P38

← 1 2 3 4 →